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Trimecaine - Wikipedia
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Available in 9 languages" > <label id="p-lang-btn-label" for="p-lang-btn-checkbox" class="vector-dropdown-label cdx-button cdx-button--fake-button cdx-button--fake-button--enabled cdx-button--weight-quiet cdx-button--action-progressive mw-portlet-lang-heading-9" aria-hidden="true" ><span class="vector-icon mw-ui-icon-language-progressive mw-ui-icon-wikimedia-language-progressive"></span> <span class="vector-dropdown-label-text">9 languages</span> </label> <div class="vector-dropdown-content"> <div class="vector-menu-content"> <ul class="vector-menu-content-list"> <li class="interlanguage-link interwiki-azb mw-list-item"><a href="https://azb.wikipedia.org/wiki/%D8%AA%D8%B1%DB%8C%D9%88%D9%85%DA%A9%D8%A7%D8%A6%DB%8C%D9%86" title="تریومکائین – South Azerbaijani" lang="azb" hreflang="azb" data-title="تریومکائین" data-language-autonym="تۆرکجه" data-language-local-name="South Azerbaijani" class="interlanguage-link-target"><span>تۆرکجه</span></a></li><li class="interlanguage-link interwiki-cs mw-list-item"><a href="https://cs.wikipedia.org/wiki/Trimekain" title="Trimekain – Czech" lang="cs" hreflang="cs" data-title="Trimekain" data-language-autonym="Čeština" data-language-local-name="Czech" class="interlanguage-link-target"><span>Čeština</span></a></li><li class="interlanguage-link interwiki-fa mw-list-item"><a href="https://fa.wikipedia.org/wiki/%D8%AA%D8%B1%DB%8C%E2%80%8C%D9%85%DA%A9%D8%A7%D8%A6%DB%8C%D9%86" title="تریمکائین – Persian" lang="fa" hreflang="fa" data-title="تریمکائین" data-language-autonym="فارسی" data-language-local-name="Persian" class="interlanguage-link-target"><span>فارسی</span></a></li><li class="interlanguage-link interwiki-fr mw-list-item"><a href="https://fr.wikipedia.org/wiki/Trim%C3%A9ca%C3%AFne" title="Trimécaïne – French" lang="fr" hreflang="fr" data-title="Trimécaïne" data-language-autonym="Français" data-language-local-name="French" class="interlanguage-link-target"><span>Français</span></a></li><li class="interlanguage-link interwiki-ru mw-list-item"><a href="https://ru.wikipedia.org/wiki/%D0%A2%D1%80%D0%B8%D0%BC%D0%B5%D0%BA%D0%B0%D0%B8%D0%BD" title="Тримекаин – Russian" lang="ru" hreflang="ru" data-title="Тримекаин" data-language-autonym="Русский" data-language-local-name="Russian" class="interlanguage-link-target"><span>Русский</span></a></li><li class="interlanguage-link interwiki-sr mw-list-item"><a href="https://sr.wikipedia.org/wiki/Trimekain" title="Trimekain – Serbian" lang="sr" hreflang="sr" data-title="Trimekain" data-language-autonym="Српски / srpski" data-language-local-name="Serbian" class="interlanguage-link-target"><span>Српски / srpski</span></a></li><li class="interlanguage-link interwiki-sh mw-list-item"><a href="https://sh.wikipedia.org/wiki/Trimekain" title="Trimekain – Serbo-Croatian" lang="sh" hreflang="sh" data-title="Trimekain" data-language-autonym="Srpskohrvatski / српскохрватски" data-language-local-name="Serbo-Croatian" class="interlanguage-link-target"><span>Srpskohrvatski / српскохрватски</span></a></li><li class="interlanguage-link interwiki-uk mw-list-item"><a href="https://uk.wikipedia.org/wiki/%D0%A2%D1%80%D0%B8%D0%BC%D0%B5%D0%BA%D0%B0%D1%97%D0%BD" title="Тримекаїн – Ukrainian" lang="uk" hreflang="uk" data-title="Тримекаїн" data-language-autonym="Українська" data-language-local-name="Ukrainian" class="interlanguage-link-target"><span>Українська</span></a></li><li class="interlanguage-link interwiki-vi mw-list-item"><a href="https://vi.wikipedia.org/wiki/Trimecaine" title="Trimecaine – Vietnamese" lang="vi" hreflang="vi" data-title="Trimecaine" data-language-autonym="Tiếng Việt" data-language-local-name="Vietnamese" class="interlanguage-link-target"><span>Tiếng Việt</span></a></li> </ul> <div class="after-portlet after-portlet-lang"><span class="wb-langlinks-edit wb-langlinks-link"><a href="https://www.wikidata.org/wiki/Special:EntityPage/Q3048749#sitelinks-wikipedia" title="Edit interlanguage links" class="wbc-editpage">Edit links</a></span></div> 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th{border:1px solid #a2a9b1;width:40%}.mw-parser-output .ib-chembox td+td{width:60%}</style> <table class="infobox ib-chembox"> <caption>Trimecaine </caption> <tbody><tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Trimecaine.svg" class="mw-file-description"><img alt="Skeletal formula" src="//upload.wikimedia.org/wikipedia/commons/thumb/d/df/Trimecaine.svg/230px-Trimecaine.svg.png" decoding="async" width="230" height="94" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/d/df/Trimecaine.svg/345px-Trimecaine.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/d/df/Trimecaine.svg/460px-Trimecaine.svg.png 2x" data-file-width="575" data-file-height="235" /></a></span> </td></tr> <tr> <td colspan="2" style="text-align:center; padding:2px;"><span typeof="mw:File"><a href="/wiki/File:Trimecaine-3D-balls.png" class="mw-file-description"><img alt="Ball-and-stick model" src="//upload.wikimedia.org/wikipedia/commons/thumb/0/03/Trimecaine-3D-balls.png/240px-Trimecaine-3D-balls.png" decoding="async" width="240" height="127" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/0/03/Trimecaine-3D-balls.png/360px-Trimecaine-3D-balls.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/0/03/Trimecaine-3D-balls.png/480px-Trimecaine-3D-balls.png 2x" data-file-width="2000" data-file-height="1059" /></a></span> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Names </th></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature" title="Chemical nomenclature">IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><i>N</i><sup>2</sup>,<i>N</i><sup>2</sup>-Diethyl-<i>N</i><sup>1</sup>-(2,4,6-trimethylphenyl)glycinamide</div> </td></tr> <tr> <td colspan="2" style="text-align:left;"><a href="/wiki/Chemical_nomenclature#Systematic_name" title="Chemical nomenclature">Systematic IUPAC name</a> <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0; max-width:22em;">2-(Diethylamino)-<i>N</i>-(2,4,6-trimethylphenyl)acetamide</div></div> </td></tr> <tr> <td colspan="2" style="text-align:left;">Other names <div style="max-width:22em; word-wrap:break-word; padding-left:1.7em;"><i>N</i><sup>2</sup>,<i>N</i><sup>2</sup>-diethyl-<i>N</i>-mesitylglycinamide</div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Identifiers </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CAS_Registry_Number" title="CAS Registry Number">CAS Number</a></div> </td> <td><style data-mw-deduplicate="TemplateStyles:r1126788409">.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}</style><div class="plainlist"><ul><li><span title="commonchemistry.cas.org"><a rel="nofollow" class="external text" href="https://commonchemistry.cas.org/detail?cas_rn=616-68-2">616-68-2</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">3D model (<a href="/wiki/JSmol" class="mw-redirect" title="JSmol">JSmol</a>)</div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="chemapps.stolaf.edu (3D interactive model)"><a rel="nofollow" class="external text" href="https://chemapps.stolaf.edu/jmol/jmol.php?model=CCN%28CC%29CC%28%3DO%29NC1%3DC%28C%3DC%28C%3DC1C%29C%29C">Interactive image</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ChemSpider" title="ChemSpider">ChemSpider</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.chemspider.com"><a rel="nofollow" class="external text" href="https://www.chemspider.com/Chemical-Structure.11533.html">11533</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/ECHA_InfoCard" class="mw-redirect" title="ECHA InfoCard"><span title="echa.europa.eu">ECHA InfoCard</span></a> </td> <td><a rel="nofollow" class="external text" href="https://echa.europa.eu/substance-information/-/substanceinfo/100.009.535">100.009.535</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q3048749#P2566" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span> </td></tr> <tr> <td><a href="/wiki/European_Community_number" title="European Community number"><span title="European Community number (chemical identifier)">EC Number</span></a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li>210-487-3</li></ul></div> </td></tr> <tr> <td><a href="/wiki/KEGG" title="KEGG">KEGG</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="www.kegg.jp"><a rel="nofollow" class="external text" href="https://www.kegg.jp/entry/D08640">D08640</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/Medical_Subject_Headings" title="Medical Subject Headings">MeSH</a> </td> <td><span title="www.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://www.nlm.nih.gov/cgi/mesh/2014/MB_cgi?mode=&term=D014288">D014288</a></span> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/PubChem" title="PubChem">PubChem</a> <abbr title="Compound ID">CID</abbr></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="pubchem.ncbi.nlm.nih.gov"><a rel="nofollow" class="external text" href="https://pubchem.ncbi.nlm.nih.gov/compound/12028">12028</a></span></li></ul></div> </td></tr> <tr> <td><a href="/wiki/Unique_Ingredient_Identifier" title="Unique Ingredient Identifier">UNII</a> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="precision.fda.gov"><a rel="nofollow" class="external text" href="https://precision.fda.gov/uniisearch/srs/unii/IN1233R0JO">IN1233R0JO</a></span><sup> <span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span></sup></li></ul></div> </td></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/CompTox_Chemicals_Dashboard" title="CompTox Chemicals Dashboard">CompTox Dashboard</a> <span style="font-weight:normal">(<abbr title="U.S. Environmental Protection Agency">EPA</abbr>)</span></div> </td> <td><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1126788409"><div class="plainlist"><ul><li><span title="comptox.epa.gov"><a rel="nofollow" class="external text" href="https://comptox.epa.gov/dashboard/chemical/details/DTXSID6048410">DTXSID6048410</a> <span class="mw-valign-text-top noprint" typeof="mw:File/Frameless"><a href="https://www.wikidata.org/wiki/Q3048749#P3117" title="Edit this at Wikidata"><img alt="Edit this at Wikidata" src="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/10px-OOjs_UI_icon_edit-ltr-progressive.svg.png" decoding="async" width="10" height="10" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/15px-OOjs_UI_icon_edit-ltr-progressive.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/8/8a/OOjs_UI_icon_edit-ltr-progressive.svg/20px-OOjs_UI_icon_edit-ltr-progressive.svg.png 2x" data-file-width="20" data-file-height="20" /></a></span></span></li></ul></div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/International_Chemical_Identifier" title="International Chemical Identifier">InChI</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.5em; text-align:left;"><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">InChI=1S/C15H24N2O/c1-6-17(7-2)10-14(18)16-15-12(4)8-11(3)9-13(15)5/h8-9H,6-7,10H2,1-5H3,(H,16,18)</div><div style="word-wrap:break-word; text-indent:-1.5em; font-size:97%; line-height:120%;">Key: GOZBHBFUQHMKQB-UHFFFAOYSA-N</div></div></li></ul> </div> </td></tr> <tr> <td colspan="2"><div class="collapsible-list mw-collapsible mw-collapsed" style="text-align: left;"> <div style="line-height: 1.6em; font-weight: bold; text-align:left; font-weight:normal; background:transparent;"><div><a href="/wiki/Simplified_molecular-input_line-entry_system" class="mw-redirect" title="Simplified molecular-input line-entry system">SMILES</a></div></div> <ul class="mw-collapsible-content" style="margin-top: 0; margin-bottom: 0; line-height: inherit; list-style: none; margin-left: 0; word-break:break-all;"><li style="line-height: inherit; margin: 0"><div style="border-top:1px solid #ccc; padding:0.2em 0 0.2em 1.6em; word-wrap:break-word; text-indent:-1.5em; text-align:left; font-size:97%; line-height:120%;">CCN(CC)CC(=O)NC1=C(C=C(C=C1C)C)C</div></li></ul> </div> </td></tr> <tr> <th colspan="2" style="background: #f8eaba; text-align: center;">Properties </th></tr> <tr> <td><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;"><a href="/wiki/Chemical_formula" title="Chemical formula">Chemical formula</a></div> </td> <td><span title="Carbon">C</span><sub>15</sub><span title="Hydrogen">H</span><sub>24</sub><span title="Nitrogen">N</span><sub>2</sub><span title="Oxygen">O</span> </td></tr> <tr> <td><a href="/wiki/Molar_mass" title="Molar mass">Molar mass</a> </td> <td>248.36386    </td></tr> <tr> <td colspan="2" style="text-align:left; background:#f8eaba; border:1px solid #a2a9b1;"><div style="display: inline-block; line-height: 1.2em; padding: .1em 0;">Except where otherwise noted, data are given for materials in their <a href="/wiki/Standard_state" title="Standard state">standard state</a> (at 25 °C [77 °F], 100 kPa).</div> <div style="margin-top: 0.3em;"><div style="text-align:center;"><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/12px-Yes_check.svg.png" decoding="async" width="12" height="12" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/18px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/24px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span> <span class="reflink plainlinks nourlexpansion"><a class="external text" href="https://en.wikipedia.org/w/index.php?title=Special:ComparePages&rev1=444306342&page2=Trimecaine">verify</a></span> (<a href="/wiki/Wikipedia:WikiProject_Chemicals/Chembox_validation" title="Wikipedia:WikiProject Chemicals/Chembox validation">what is</a> <sup><span typeof="mw:File"><span><img alt="check" src="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/7px-Yes_check.svg.png" decoding="async" width="7" height="7" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/11px-Yes_check.svg.png 1.5x, //upload.wikimedia.org/wikipedia/en/thumb/f/fb/Yes_check.svg/14px-Yes_check.svg.png 2x" data-file-width="600" data-file-height="600" /></span></span><span style="display:none">Y</span><span typeof="mw:File"><span><img alt="☒" src="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/7px-X_mark.svg.png" decoding="async" width="7" height="8" class="mw-file-element" srcset="//upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/11px-X_mark.svg.png 1.5x, //upload.wikimedia.org/wikipedia/commons/thumb/a/a2/X_mark.svg/14px-X_mark.svg.png 2x" data-file-width="525" data-file-height="600" /></span></span><span style="display:none">N</span></sup> ?) </div></div> <div style="margin-top: 0.3em; text-align: center;"><a href="/wiki/Wikipedia:Chemical_infobox#References" title="Wikipedia:Chemical infobox">Infobox references</a></div> </td></tr> </tbody></table><div class="shortdescription nomobile noexcerpt noprint searchaux" style="display:none">Chemical compound</div> <p><b>Trimecaine</b> (<a href="/wiki/Systematic_name" title="Systematic name">systematic name</a> <i>(2,4,6-trimethylphenylcarbamoylmethyl)diethylammonium chloride</i>, <a href="/wiki/Chemical_formula" title="Chemical formula">chemical formula</a> C<sub>15</sub>H<sub>25</sub>ClN<sub>2</sub>O) is an <a href="/wiki/Organic_compound" title="Organic compound">organic compound</a> used as a <a href="/wiki/Local_anesthetic" title="Local anesthetic">local anesthetic</a> and <a href="/wiki/Heart" title="Heart">cardial</a> <a href="/wiki/Antiarrhythmic_agent" title="Antiarrhythmic agent">antiarrhythmic</a>. It is white <a href="/wiki/Crystal" title="Crystal">crystalline</a> powder readily <a href="/wiki/Solubility" title="Solubility">soluble</a> in <a href="/wiki/Water" title="Water">water</a> and <a href="/wiki/Ethanol" title="Ethanol">ethanol</a>.<sup id="cite_ref-lekopis_1-0" class="reference"><a href="#cite_note-lekopis-1"><span class="cite-bracket">[</span>1<span class="cite-bracket">]</span></a></sup> It is an active ingredient in products available under trademarks Mesdicain, Mesocain, Mesokain and others.<sup id="cite_ref-ec_2-0" class="reference"><a href="#cite_note-ec-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p> <meta property="mw:PageProp/toc" /> <div class="mw-heading mw-heading2"><h2 id="History">History</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Trimecaine&action=edit&section=1" title="Edit section: History"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Trimecaine is probably a <a href="/wiki/Czechs" title="Czechs">Czech</a> discovery (in light of complex pharmacological and clinical evaluation and practical deployment) although its preparation was published by <a href="/wiki/Nils_L%C3%B6fgren" title="Nils Löfgren">Löfgren</a> in 1946.<sup id="cite_ref-ec_2-1" class="reference"><a href="#cite_note-ec-2"><span class="cite-bracket">[</span>2<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Action_mechanism,_pharmacokinetics"><span id="Action_mechanism.2C_pharmacokinetics"></span>Action mechanism, pharmacokinetics</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Trimecaine&action=edit&section=2" title="Edit section: Action mechanism, pharmacokinetics"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Like other local anesthetics belonging in the <a href="/wiki/Amide" title="Amide">amide</a> group trimecaine decreases the <a href="/wiki/Cell_membrane" title="Cell membrane">cell membrane</a> permeability, causes depolarization and shortens the <a href="/wiki/Action_potential" title="Action potential">action potential</a>.<sup id="cite_ref-zc_3-0" class="reference"><a href="#cite_note-zc-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup> Anesthetic effect starts within 15 minutes and remains 60–90 minutes. Its <a href="/wiki/Biological_half-life" title="Biological half-life">biological half-life</a> is ca. 90 minutes. 10% of trimecaine is excreted unchanged (90% as its metabolites). It passes through the <a href="/wiki/Blood%E2%80%93brain_barrier" title="Blood–brain barrier">hematoencephalic</a> and <a href="/wiki/Placenta" title="Placenta">placental barriers</a>.<sup id="cite_ref-op_4-0" class="reference"><a href="#cite_note-op-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Indication">Indication</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Trimecaine&action=edit&section=3" title="Edit section: Indication"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Trimecaine has two main application fields. The first one is <a href="/wiki/Local_anesthesia" title="Local anesthesia">local anesthesia</a> (topical, infiltrational, topical mucosal and inhalational, spinal and Bier's intravenous). It is used in concentrations 0.4 up to 4%, in some cases (e.g. in <a href="/wiki/Stomatology" class="mw-redirect" title="Stomatology">stomatology</a>) in mixtures with <a href="/wiki/Adrenaline" title="Adrenaline">adrenaline</a>. The other field is prophylaxis and therapy of ventriculous <a href="/wiki/Arrhythmia" title="Arrhythmia">arrhythmia</a> on <a href="/wiki/Myocardial_infarction" title="Myocardial infarction">myocardial infarction</a> and in <a href="/wiki/Cardiosurgery" class="mw-redirect" title="Cardiosurgery">cardiosurgery</a>. It is used also for prophylaxis of sympathetic reaction during <a href="/wiki/Vertebrate_trachea" class="mw-redirect" title="Vertebrate trachea">tracheal</a> <a href="/wiki/Intubation" title="Intubation">intubations</a>.<sup id="cite_ref-zc_3-1" class="reference"><a href="#cite_note-zc-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-op_4-1" class="reference"><a href="#cite_note-op-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Contraindication">Contraindication</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Trimecaine&action=edit&section=4" title="Edit section: Contraindication"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Trimecaine must not be used at hypersensitivity on amide anesthetics, <a href="/wiki/Hypervolemia" title="Hypervolemia">hypervolemia</a>, <a href="/wiki/Hypotension" title="Hypotension">hypotension</a>, cardial conduction defects, <a href="/wiki/Asystole" title="Asystole">asystole</a>, <a href="/wiki/Cardiogenic_shock" title="Cardiogenic shock">cardiogenic shock</a> and malignant <a href="/wiki/Hyperthermia" title="Hyperthermia">hyperthermia</a> in <a href="/wiki/Medical_history" title="Medical history">anamnesis</a>.<sup id="cite_ref-zc_3-2" class="reference"><a href="#cite_note-zc-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-op_4-2" class="reference"><a href="#cite_note-op-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="Adverse_effects">Adverse effects</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Trimecaine&action=edit&section=5" title="Edit section: Adverse effects"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <p>Rarely <a href="/wiki/Allergy" title="Allergy">allergic</a> reactions may occur (from dermal or mucosal symptoms to <a href="/wiki/Anaphylaxis" title="Anaphylaxis">anaphylactic shock</a>). At overdosing a toxical reaction arises - excitation, <a href="/wiki/Psychomotor_agitation" title="Psychomotor agitation">agitation</a>, <a href="/w/index.php?title=Dishevelment&action=edit&redlink=1" class="new" title="Dishevelment (page does not exist)">dishevelment</a>, visual defects, buzzing in ears, <a href="/wiki/Muscle" title="Muscle">muscle</a> thrill to <a href="/wiki/Tremor" title="Tremor">tremor</a>, in more severe cases <a href="/wiki/Somnolence" title="Somnolence">somnolence</a>, <a href="/wiki/Hyporeflexia" title="Hyporeflexia">hyporeflexia</a>, breathing defects to <a href="/wiki/Apnea" title="Apnea">apnea</a>, <a href="/wiki/Convulsions" class="mw-redirect" title="Convulsions">convulsions</a>.<sup id="cite_ref-zc_3-3" class="reference"><a href="#cite_note-zc-3"><span class="cite-bracket">[</span>3<span class="cite-bracket">]</span></a></sup><sup id="cite_ref-op_4-3" class="reference"><a href="#cite_note-op-4"><span class="cite-bracket">[</span>4<span class="cite-bracket">]</span></a></sup> </p> <div class="mw-heading mw-heading2"><h2 id="References">References</h2><span class="mw-editsection"><span class="mw-editsection-bracket">[</span><a href="/w/index.php?title=Trimecaine&action=edit&section=6" title="Edit section: References"><span>edit</span></a><span class="mw-editsection-bracket">]</span></span></div> <div class="mw-references-wrap"><ol class="references"> <li id="cite_note-lekopis-1"><span class="mw-cite-backlink"><b><a href="#cite_ref-lekopis_1-0">^</a></b></span> <span class="reference-text"><a rel="nofollow" class="external text" href="http://www.lekopis.cz/Kap_6_1_Trimecaini_hydrochloridum.htm">Trimecaini hydrochloridum - Český lékopis 1997</a></span> </li> <li id="cite_note-ec-2"><span class="mw-cite-backlink">^ <a href="#cite_ref-ec_2-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-ec_2-1"><sup><i><b>b</b></i></sup></a></span> <span class="reference-text"><a rel="nofollow" class="external text" href="http://www.eurochem.cz/polavolt/org/abecedne/t/popisy/trimekain.htm">Trimekain</a></span> </li> <li id="cite_note-zc-3"><span class="mw-cite-backlink">^ <a href="#cite_ref-zc_3-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-zc_3-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-zc_3-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-zc_3-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><a rel="nofollow" class="external text" href="https://www.zdravcentra.sk/cps/rde/xchg/zcsk/xsl/3141_17832.html">Antiarytmika (Novák, M.)</a> <a rel="nofollow" class="external text" href="https://archive.today/20070810175354/https://www.zdravcentra.sk/cps/rde/xchg/zcsk/xsl/3141_17832.html">Archived</a> 2007-08-10 at <a href="/wiki/Archive.today" title="Archive.today">archive.today</a></span> </li> <li id="cite_note-op-4"><span class="mw-cite-backlink">^ <a href="#cite_ref-op_4-0"><sup><i><b>a</b></i></sup></a> <a href="#cite_ref-op_4-1"><sup><i><b>b</b></i></sup></a> <a href="#cite_ref-op_4-2"><sup><i><b>c</b></i></sup></a> <a href="#cite_ref-op_4-3"><sup><i><b>d</b></i></sup></a></span> <span class="reference-text"><a rel="nofollow" class="external text" href="http://www.operativa.cz/modules.php?name=News&file=article&sid=134">MESOCAIN - Operativa</a> <a rel="nofollow" class="external text" href="https://web.archive.org/web/20110718181452/http://www.operativa.cz/modules.php?name=News&file=article&sid=134">Archived</a> 2011-07-18 at the <a href="/wiki/Wayback_Machine" title="Wayback Machine">Wayback Machine</a></span> </li> </ol></div> <div class="navbox-styles"><style data-mw-deduplicate="TemplateStyles:r1129693374">.mw-parser-output .hlist dl,.mw-parser-output .hlist ol,.mw-parser-output .hlist ul{margin:0;padding:0}.mw-parser-output .hlist dd,.mw-parser-output .hlist dt,.mw-parser-output .hlist li{margin:0;display:inline}.mw-parser-output .hlist.inline,.mw-parser-output .hlist.inline dl,.mw-parser-output .hlist.inline ol,.mw-parser-output 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.navbar{float:left;text-align:left;margin-right:0.5em}body.skin--responsive .mw-parser-output .navbox-image img{max-width:none!important}@media print{body.ns-0 .mw-parser-output .navbox{display:none!important}}</style><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"></div><div role="navigation" class="navbox" aria-labelledby="Local_anesthetics_(primarily_sodium_channel_blockers)_(N01B)" style="padding:3px"><table class="nowraplinks mw-collapsible autocollapse navbox-inner" style="border-spacing:0;background:transparent;color:inherit"><tbody><tr><th scope="col" class="navbox-title" colspan="2"><link rel="mw-deduplicated-inline-style" href="mw-data:TemplateStyles:r1129693374"><style data-mw-deduplicate="TemplateStyles:r1239400231">.mw-parser-output .navbar{display:inline;font-size:88%;font-weight:normal}.mw-parser-output .navbar-collapse{float:left;text-align:left}.mw-parser-output .navbar-boxtext{word-spacing:0}.mw-parser-output .navbar ul{display:inline-block;white-space:nowrap;line-height:inherit}.mw-parser-output .navbar-brackets::before{margin-right:-0.125em;content:"[ "}.mw-parser-output .navbar-brackets::after{margin-left:-0.125em;content:" ]"}.mw-parser-output .navbar li{word-spacing:-0.125em}.mw-parser-output .navbar a>span,.mw-parser-output .navbar a>abbr{text-decoration:inherit}.mw-parser-output .navbar-mini abbr{font-variant:small-caps;border-bottom:none;text-decoration:none;cursor:inherit}.mw-parser-output .navbar-ct-full{font-size:114%;margin:0 7em}.mw-parser-output .navbar-ct-mini{font-size:114%;margin:0 4em}html.skin-theme-clientpref-night .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}@media(prefers-color-scheme:dark){html.skin-theme-clientpref-os .mw-parser-output .navbar li a abbr{color:var(--color-base)!important}}@media print{.mw-parser-output .navbar{display:none!important}}</style><div class="navbar plainlinks hlist navbar-mini"><ul><li class="nv-view"><a href="/wiki/Template:Local_anesthetics" title="Template:Local anesthetics"><abbr title="View this template">v</abbr></a></li><li class="nv-talk"><a href="/wiki/Template_talk:Local_anesthetics" title="Template talk:Local anesthetics"><abbr title="Discuss this template">t</abbr></a></li><li class="nv-edit"><a href="/wiki/Special:EditPage/Template:Local_anesthetics" title="Special:EditPage/Template:Local anesthetics"><abbr title="Edit this template">e</abbr></a></li></ul></div><div id="Local_anesthetics_(primarily_sodium_channel_blockers)_(N01B)" style="font-size:114%;margin:0 4em"><a href="/wiki/Local_anesthetic" title="Local anesthetic">Local anesthetics</a> <span style="font-size:85%;">(primarily <a href="/wiki/Sodium_channel_blocker" title="Sodium channel blocker">sodium channel blockers</a>)</span> (<a href="/wiki/ATC_code_N01#N01B" title="ATC code N01">N01B</a>)</div></th></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Ester" title="Ester">Esters</a> by acid</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"></div><table class="nowraplinks navbox-subgroup" style="border-spacing:0"><tbody><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/4-Aminobenzoic_acid" title="4-Aminobenzoic acid">Aminobenzoic</a></th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Benzocaine" title="Benzocaine">Benzocaine</a></li> <li><a href="/wiki/Benzonatate" title="Benzonatate">Benzonatate</a></li> <li><a href="/wiki/Butacaine" title="Butacaine">Butacaine</a></li> <li><a href="/wiki/Butamben" title="Butamben">Butamben</a></li> <li><a href="/wiki/Chloroprocaine" title="Chloroprocaine">Chloroprocaine</a></li> <li><a href="/wiki/Dimethocaine" title="Dimethocaine">Dimethocaine</a></li> <li><a href="/wiki/Lucaine" class="mw-redirect" title="Lucaine">Lucaine</a></li> <li><a href="/wiki/Meprylcaine" title="Meprylcaine">Meprylcaine</a></li> <li><a href="/wiki/Metabutethamine" title="Metabutethamine">Metabutethamine</a></li> <li><a href="/wiki/Metabutoxycaine" title="Metabutoxycaine">Metabutoxycaine</a></li> <li><a href="/wiki/Nitracaine" title="Nitracaine">Nitracaine</a></li> <li><a href="/wiki/Orthocaine" title="Orthocaine">Orthocaine</a></li> <li><a href="/wiki/Propoxycaine" title="Propoxycaine">Propoxycaine</a></li> <li><a href="/wiki/Procaine" title="Procaine">Procaine (Novocaine)</a></li> <li><a href="/wiki/Proxymetacaine" title="Proxymetacaine">Proxymetacaine</a></li> <li><a href="/wiki/Risocaine" title="Risocaine">Risocaine</a></li> <li><a href="/wiki/Tetracaine" title="Tetracaine">Tetracaine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Benzoic_acid" title="Benzoic acid">Benzoic</a></th><td class="navbox-list-with-group navbox-list navbox-even" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Amylocaine" title="Amylocaine">Amylocaine</a></li> <li><a href="/wiki/Cocaine" title="Cocaine">Cocaine</a></li> <li><a href="/wiki/Cyclomethycaine" title="Cyclomethycaine">Cyclomethycaine</a></li> <li><a href="/wiki/Alpha-Eucaine" class="mw-redirect" title="Alpha-Eucaine">α-Eucaine</a></li> <li><a href="/wiki/Eucaine" title="Eucaine">β-Eucaine</a></li> <li><a href="/wiki/Hexylcaine" title="Hexylcaine">Hexylcaine</a></li> <li><a href="/wiki/Isobucaine" title="Isobucaine">Isobucaine</a></li> <li><a href="/wiki/Piperocaine" title="Piperocaine">Piperocaine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">ArCO2- (not para-amino or Ph)</th><td class="navbox-list-with-group navbox-list navbox-odd" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/w/index.php?title=Amoproxan&action=edit&redlink=1" class="new" title="Amoproxan (page does not exist)">Amoproxan</a> (3,4,5-Trimethoxybenzoyl)</li> <li><a href="/wiki/3-(p-Fluorobenzoyloxy)tropane" title="3-(p-Fluorobenzoyloxy)tropane">3-(p-Fluorobenzoyloxy)tropane</a></li></ul> </div></td></tr></tbody></table><div></div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%"><a href="/wiki/Amide" title="Amide">Amides</a></th><td class="navbox-list-with-group navbox-list navbox-even hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Articaine" title="Articaine">Articaine</a></li> <li><a href="/wiki/Bupivacaine" title="Bupivacaine">Bupivacaine</a><sup>#</sup>/<a href="/wiki/Levobupivacaine" title="Levobupivacaine">Levobupivacaine</a>/<a href="/wiki/Ropivacaine" title="Ropivacaine">Ropivacaine</a></li> <li><a href="/wiki/Butanilicaine" title="Butanilicaine">Butanilicaine</a></li> <li><a href="/wiki/Articaine" title="Articaine">Carticaine</a></li> <li><a href="/wiki/Cinchocaine" title="Cinchocaine"> Cinchocaine (Dibucaine)</a></li> <li><a href="/wiki/Etidocaine" title="Etidocaine">Etidocaine</a></li> <li><a href="/wiki/Lidocaine" title="Lidocaine">Lidocaine</a><sup>#</sup></li> <li><a href="/wiki/Mepivacaine" title="Mepivacaine">Mepivacaine</a></li> <li><a href="/wiki/Prilocaine" title="Prilocaine">Prilocaine</a></li> <li><a class="mw-selflink selflink">Trimecaine</a></li></ul> </div></td></tr><tr><th scope="row" class="navbox-group" style="width:1%">Combinations</th><td class="navbox-list-with-group navbox-list navbox-odd hlist" style="width:100%;padding:0"><div style="padding:0 0.25em"> <ul><li><a href="/wiki/Local_anesthetic_with_vasoconstrictor" class="mw-redirect" title="Local anesthetic with vasoconstrictor">Anesthetic/vasoconstrictor</a></li> <li><a href="/wiki/Bupivacaine/meloxicam" title="Bupivacaine/meloxicam">Bupivacaine/meloxicam</a></li> <li><a href="/wiki/Lidocaine/prilocaine" title="Lidocaine/prilocaine">Lidocaine/prilocaine</a></li> <li><a href="/wiki/Topical_tac" title="Topical tac">TAC</a></li> <li><a href="/wiki/Iontocaine" title="Iontocaine">Iontocaine</a></li></ul> </div></td></tr><tr><td class="navbox-abovebelow" colspan="2" style="background:transparent;padding:0;"><div><div class="hlist"> <ul><li><sup>#</sup><a href="/wiki/WHO_Model_List_of_Essential_Medicines" title="WHO Model List of Essential Medicines">WHO-EM</a></li> <li><sup>‡</sup><a href="/wiki/List_of_withdrawn_drugs" title="List of withdrawn drugs">Withdrawn</a> from market</li> <li><a href="/wiki/Clinical_trial" title="Clinical trial">Clinical trials</a>: <ul><li><sup>†</sup><a href="/wiki/Phases_of_clinical_research#Phase_III" title="Phases of clinical research">Phase III</a></li> <li><sup>§</sup>Never to phase III</li></ul></li></ul> </div></div></td></tr></tbody></table></div> <!-- NewPP limit report Parsed by mw‐web.eqiad.main‐67876799fc‐x4gbf Cached time: 20241127195031 Cache expiry: 2592000 Reduced expiry: false Complications: [vary‐revision‐sha1, show‐toc] CPU time usage: 0.410 seconds Real time usage: 0.567 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